Method for selectively separating at least one organic substance comprising at least one apolar group, and use of said substance in a food, luxury food, cosmetic, or pharmaceutical product

Abstract

A method for selectively separating at least one apolar organic substance, comprises: (a) providing a starting mixture (10) which contains at least one organic substance comprising at least one apolar group and optionally a solvent; (b) bringing the starting mixture into contact with at least one cyclodextrin to obtain a cyclodextrin-aromatic substance complex; and optionally (c) separating the complex from the liquid phase; and (d) treating the separated complex, in particular enzymatically, and optionally filtering the resulting mixture, whereby a composition loaded with at least one organic substance comprising at least one apolar group is obtained. The invention also relates to a composition loaded with at least one organic substance comprising at least one apolar group, and to the use of this composition in order to introduce at least one apolar organic substance into a food, luxury food, cosmetic product, or pharmaceutical product.

1 .- 22 . (canceled) 
     
     
         23 . A method for flavoring and/or stabilizing a product which constitutes a food product, luxury food product, cosmetic product, or pharmaceutical product, comprising adding, to the product to be flavored, a composition ( 6 ) produced by a method for selectively separating at least one organic substance that comprises at least one apolar group (AOS) ( 1 ) and/or at least one or more aromatic substances;
 wherein the method for selectively separating at least one organic substance comprising at least one apolar group (AOS) ( 1 ) and/or at least one or more aromatic substances comprises:   (a) providing a starting mixture ( 10 ) which contains at least one organic substance comprising at least one apolar group (AOS) and/or at least one or more aromatic substances ( 1 );   (b) bringing the starting mixture ( 10 ) into contact with at least one cyclodextrin ( 2 );   wherein at least one solvent is added in step (a) and/or in step (b) and/or following step (b);   and wherein, as a result of the contacting of the at least one cyclodextrin ( 2 ) with the at least one organic substance comprising at least one apolar group and/or the at least one or more aromatic substances ( 1 ) of the starting mixture ( 10 ), at least one cyclodextrin-AOS complex and/or cyclodextrin-aromatic substance complex ( 12 ) is obtained in a liquid phase ( 3 ;  4 );   (c) separating the cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ) from the liquid phase; and   (d) enzymatically treating the separated cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ) to obtain a composition ( 6 ) that is loaded with at least one organic substance comprising at least one apolar group (AOS) ( 1 ) and/or with at least one aromatic substance;   wherein the enzymatic treatment is performed using at least one enzyme selected from the group consisting of enzymes with amylase activity, debranching enzymes, and mixtures thereof.   
     
     
         24 . A composition, produced by a method for selectively separating at least one organic substance that comprises at least one apolar group (AOS) ( 1 ) and/or at least one or more aromatic substances;
 for introducing at least one aromatic substance and/or at least one organic substance ( 1 ) comprising at least one apolar group, selected from the group consisting of volatile aromatic substances, non-volatile aromatic substances, oil, fat and/or wax fractions, colorants, and adhesives, and mixtures thereof;   into a food, luxury food, cosmetic product, or pharmaceutical product, using the method for selectively separating at least one organic substance comprising at least one apolar group (AOS) ( 1 ) and/or at least one or more aromatic substances comprises:   (a) providing a starting mixture ( 10 ) which contains at least one organic substance comprising at least one apolar group (AOS) and/or at least one or more aromatic substances ( 1 );   (b) bringing the starting mixture ( 10 ) into contact with at least one cyclodextrin ( 2 ); wherein at least one solvent is added in step (a) and/or in step (b) and/or following step (b); and wherein, as a result of the contacting of the at least one cyclodextrin ( 2 ) with the at least one organic substance comprising at least one apolar group and/or the at least one or more aromatic substances ( 1 ) of the starting mixture ( 10 ), at least one cyclodextrin-AOS complex and/or cyclodextrin-aromatic substance complex ( 12 ) is obtained in a liquid phase ( 3 ;  4 );   (c) separating the cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ) from the liquid phase; and   (d) enzymatically treating the separated cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ) to obtain a composition ( 6 ) that is loaded with at least one organic substance comprising at least one apolar group (AOS) ( 1 ) and/or with at least one aromatic substance;   wherein the enzymatic treatment is performed using at least one enzyme selected from the group consisting of enzymes with amylase activity, debranching enzymes, and mixtures thereof.   
     
     
         25 . The method of  claim 23 , wherein
 the at least one organic substance ( 1 ) comprising at least one apolar group is selected from the group consisting of volatile aromatic substances, non-volatile aromatic substances, oil, fat and/or wax fractions, colorants, adhesives, and mixtures thereof   
     
     
         26 . The method of  claim 23 ,
 wherein   in step (a) and/or in step (b) and/or following step (b),   a water content in the range from 15 vol % to 35 vol % is adjusted;   and/or an ethanol content is adjusted so as to be at least 40 vol %.   
     
     
         27 . The method of  claim 23 ,
 comprising a further step of
 (d1) diluting the cyclodextrin-AOS complex separated in step c) and/or the cyclodextrin-aromatic substance complex ( 12 ) with water prior to the treatment in step d). 
   
     
     
         28 . The method of  claim 23 ,
 wherein
 step (d) is performed such that a cyclodextrin concentration in the composition ( 6 ) that is loaded with at least one apolar organic substance (AOS) and/or with at least one aromatic substance ( 1 ) is less than 0.5 wt %. 
   
     
     
         29 . The method as claimed in  claim 23 , comprising a further step of
 (e) filtering the mixture resulting from the enzymatic treatment of the cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ), wherein a composition ( 6 ) loaded with at least one organic substance comprising at least one apolar group (AOS) and/or with at least one aromatic substance is obtained.   
     
     
         30 . The method as claimed in  claim 23 ,
 wherein in step (a) and/or in step (b) and/or following step (b) at least one solvent is used,   which solvent is selected from the group consisting of water, C 1 -C 4  alcohols, diethyl ether, acetone, and mixtures thereof.   
     
     
         31 . The method as claimed in  claim 23 ,
 wherein as a cyclodextrin ( 2 ), at least one substituted or unsubstituted α-cyclodextrin, at least one substituted or unsubstituted β-cyclodextrin, at least one substituted or unsubstituted γ-cyclodextrin, at least one substituted or unsubstituted δ-cyclodextrin, or mixtures thereof is used.   
     
     
         32 . The method as claimed in  claim 23 ,
 wherein the separating of the cyclodextrin-AOS complex ( 12 ) in step (c) is carried out by centrifugation or filtration.   
     
     
         33 . The method as claimed in  claim 23 ,
 comprising a further step of
 (c1) allowing to rest, prior to the separating of the cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex from the liquid phase; 
 wherein the resting phase according to step (c1) is performed over a duration of up to 24 hours. 
   
     
     
         34 . The method as claimed in  claim 23 ,
 wherein the separated liquid phase as obtained in step (c) by separating the cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ) is admixed again with at least one cyclodextrin ( 2 ), and is recirculated to step (a), to maximize yield.   
     
     
         35 . The method as claimed in  claim 23 ,
 wherein the cyclodextrin-AOS complex and/or the cyclodextrin-aromatic substance complex ( 12 ) separated in step (c) is prior to the enzymatic treatment in step (d), diluted in a step (d1) with water, so as to obtain a desired final concentration of one or more hydrophilic organic substances and/or one or more aromatic substances ( 1 ).   
     
     
         36 . The method as claimed in  claim 23 ,
 wherein the enzymatic treatment in step (d) is performed using at least one enzyme ( 5 ) selected from the group consisting of alpha-amylase, pulluanase, isoamylase, and mixtures thereof.   
     
     
         37 . The method as claimed in  claim 23 ,
 wherein the at least one enzyme ( 5 ) is used in an amount ranging from 5 FAU to 1000 FAU per gram of the separated solid phase.   
     
     
         38 . A method, comprising:
 using the composition according to  claim 24  for introducing at least one aromatic substance and/or at least one organic substance ( 1 ) comprising at least one apolar group into a food or a luxury food or a beverage or a cosmetic product or a pharmaceutical product with an ethanol content of 0.0 vol %.